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  • Delivery Boy Pt 1
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  • Crossdressing
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  • Pov Caught
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  • Ruffle Worship
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  • Caged Sissy
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  • Caught Wearing
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  • Sissy Maid
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  • Ballet Boots Jail
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  • Brutalized In
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  • Handjob Cumshot Pt
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  • Hypnotic Panties
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  • Nylon Foot Fetish
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  • Otk Spanking Pt 1
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  • Panty Gagged
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  • Panty Therapy Pink
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  • Permanently
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  • Punishing A Virgin
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  • Red Lipstick Slut
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  • Satin Glove
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  • Spanking Sissy Pt
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    All content on Kinky Clips is Role Playing Fantasy only.
    All content is consensual and is acted out by models of legal age.
    Random Clips more
     Double Pegged Pt 3 Sissy Strapon Threesome
    14 minutes    		  Double Pegged Pt 3 Sissy Strapon Threesome - Brutalized in ballet boots - part 3 pegging and pounding i ****** sissyamy to wear a butt plug in public all day long, yesterday... But even that and all the anal fingering can't really prepare her for what we have in store for her. my sissy slave moans in her leather bondage as I slowly impale her on my slim teal dildo. My reasonably-sized cock is just the beginning of her strap-on punishment. Madame suzanne's massive dick is bigger then anything sissyamy has ever taken before! all the stretching and lube in the world might not be enough to get her through what suzanne has in store. Poor sissyamy! She grunts, groans and even screams as madam suzanne inexorably plunges her giant dick, inch by inch, into her tight little ass. enjoy this relentless strap-on fucking session! We make this little sissy squeal like a pig! join us at http://****aliceinbondageland**** for more bondage and authentic femdom adventures!  Panties Corsets Heels Pt 3 Caught Wearing Panties
    9 minutes    		  Panties Corsets Heels Pt 3 Caught Wearing Panties - Caught wearing panties - part 3: panties, corsets and heels - oh my! “it was just a panty thing… I never intended for things to go this far!” now that we have double pantied, corseted and locked this poor delivery boy into pink lingerie, he is bargaining, begging and pleading for release. the mad dr. Wildefyre believes that we have finally ********* our perfect experimental test subject. She is certain that pushing him right over the edge of ****** crossdressing insanity will reveal a crucial insight into the workings of the human mind, especially when it comes to gender and sexuality. She will stop at nothing to see this man undone by his own frilly fetishes! every piece of women’s clothing is locked in place on this hapless cowboy who is now our helpless dress up dolly. The camisole locks behind his back. The corset ties are locked at maximum tightness. His black police-style subjugation hood is offset by a pretty pink satin ***** mask. His delicate hands are protected from vicious steel handcuffs by opera-length pink satin gloves. However, even the s&w handcuffs binding his wrists so unforgivably are custom made in powder pink. this is only the beginning. The mad dr. Wildefyre is very thorough! welcome to asylum diabolica… the dr. Is in… sane! this is day 1 of 5 days that paulette spent with us at the headquarters of http://****medicaltoys**** under 24/7 lock and key at the hands of 3 dominant, sadistic women. mistress amanda wildefyre is a one-of-a-kind pro domme and bondage artist that I have had the privilege to train under. He website can be found at http://****castlediabolica**** this amazing video set would not have been possible without the help and expertise of my friends at http://****seriousimages**** either. Thanks again! to see more of me, keep coming back to http://****aliceinbondageland**** for weekly updates, stories, blogs, videos, photos and real life bondage adventures.
     Sissy Masturbation Vintage Lingerie Pt 2 Pete The Pantyboy
    22 minutes    		  Sissy Masturbation Vintage Lingerie Pt 2 Pete The Pantyboy - Pete the pantyboy part 2 sissy masturbation exposure! poor pete didn't know what he was getting into when he agreed to come play dress up with me! He looks so cute in pink chiffon and satin, with layer after layer of ruffled petticoats and frilly panties underneath. all of these pretty feminine clothes just turn on my naughty little panty wanker more and more and more... His cock bulges so much through the panties that I can't resist revealing it and stroking him off with yet another pair of panties! now he is wearing three pairs of panties for me. I masturbate in my white satin panties and then ***** him to wear them on his face. Now he is wearing four pairs of panties. This is more then poor pete can handle, so I make him gush his sissy juices for me. i like what a little slut he is for my panties. The world would be a much better place if everyone was as honest with their fetishes as pete the panty boy! for more crossdressing, bondage and kinky videos, come visit me at http://****aliceinbondageland**** and http://****aliceinsissyland****  Strapon Cherry Popping Pt 7 Sissy Sex Training Femdom Crossdres
    11 minutes    		  Strapon Cherry Popping Pt 7 Sissy Sex Training Femdom Crossdres - Sissy sex training part 7 - strap on cherry popping it is the moment of truth - time for little sissy monika to loose her anal virginity to my big, hard strap-on cock. i love how her sissy clitty twitches as I show my slave the big toy that will soon be buried in her booty. You can hear my friend taking a few photos in the back ground. This is a big moment that is worth sharing with the world. after all, you only loose your virginity once! monika kisses and sucks my strap-on dick so that I know she is ready to be a real slut for me. Watch how hard she cums once I plunge into her tight little hole! my sissy sex slave is about to be fully trained! for more lifestyle femdom and real life sissy videos, join me at http://****aliceinsissyland**** and http://****aliceinbondageland****
      Delivery Boy Pt 1 Caught Wearing Panties
    10 minutes    		  Delivery Boy Pt 1 Caught Wearing Panties - ********* delivery boy caught wearing panties - part 1 - “you are never going back to your old job again!” welcome to the wicked world of wildefyre. During my apprentice ship to this world-famous dominatrix, we specialized in immersive multiple day scenarios. What does that mean? It means we live out a 24/7 kinky disneyland fantasy masterpiece. You don’t know where the real ends and the glamour begins. the scene gradually becomes your real life… especially after the 3-day mark. Then the world we have created for you really starts to become your new truth on a deep psychological level! after months of emails and planning, all of paulette’s sissy clothing has arrived at our secure northern california facility. Most of these incredible crossdressing clothes are new in their original packaging, tags still attached. A wonderland of virginal pink, purple and red pvc, satin and lace panties, skirts, dresses and lingerie! why are these incredible clothes still sealed and unworn? “because,“ paulette told me, blushing, “there was no one to ***** me to wear them.” … so that is exactly what we are here to do. three dominant women (one of them behind the lens of our camera), three websites coming together at one remote facility, the ****** load of sissy clothes and one “unlucky” delivery boy. in this video you see our first in-person introduction to “paulette,” who has been taunting us like mad via email in preparation for this extended and specialized adventure. We have blurred paulette’s masculine face for privacy. After a few days with us, he will be unrecognizable anyway! he is a down on his luck delivery boy with an important document for the doctor that must be signed for in person. I convince him to put on special “protective” clothing before he is permitted entry into our state-of-the-art laboratory. Unfortunately, this customized pink protective gear will restrict his movement somewhat… but it is for his own safety! this is the moment of truth. He has no idea what is waiting for him but he knows that he has engineered his own doom. The mad dr wildefyre has been preparing a sissy wonderland behind those perfect swinging hospital doors. when we start to strip our new “patient,” we discover that he is already secretly wearing panties!!! it is too late for this delivery boy, now he must be committed to asylum diabolica! this is day 1 of 5 that paulette spent with us at the headquarters of http://****medicaltoys**** - days that would cause him to question his sexuality, his identity and, eventually, even his sanity. mistress amanda wildefyre is a one-of-a-kind pro domme and bondage artist that I have had the privilege to train under. He website can be found at http://****castlediabolica**** this amazing video set would not have been possible without the help of my friends at http://****seriousimages**** either. Thanks again guys! to see more of me, keep coming back to http://****aliceinbondageland**** for weekly updates, stories, blogs, videos, photos and real bondage adventures.  Pov Td Mistress Alice Talking Dirty Vibrator Masturbation
    25 minutes    		  Pov Td Mistress Alice Talking Dirty Vibrator Masturbation - Pov true desires masturbation full movie aliceinbondageland welcome to the true desires femdom fantasy retreat weekend. For 3 days and nights 9 dominant women enslave 10 submissive men for what feels like eternity of full time bdsm service. the men are being kept naked and in chastity for our pleasure while serving us, but now that it is evening they are all locked into kennels for the night. The mistresses have gone to bed but I am still wide awake and horny. something about the thought of those 9 men in chastity eagerly waiting downstairs in their cages makes me sooo wet... Since they cannot masturbate, I decide to give myself one orgasm for each of my weekend servants. i told them exactly what I was going to do after locking up their cages. I wonder if they can hear my moans echoing through the dungeon. maitresse renee certainly does and catches me masturbating at the end of this fun, *********** pov video with a twist.
     Red Lipstick Slut Pt 3 Sissy Sex Training Makeup Crossdresser
    11 minutes    		  Red Lipstick Slut Pt 3 Sissy Sex Training Makeup Crossdresser - Sissy sex training part 3 - slutty red lipstick i think my sissy will look great in makeup. When we were making out, I accidentally smeared my red lipstick across her lips. I liked the way it looked so much that now i'm going to give her a full makeover! before I take my sissy's virginity, it is time to dress her up like a sexy big **** in red, instead of an innocent virgin in pink. I want her in slutty red lipstick and dark eyeshadow before I take advantage of her! she covers my breasts in red lip prints before we go back to kissing in our sexy red clothes and matching slutty bright red lipstick. all this transformation play, makeup and girliness has monika helplessly aroused. I know that now she is ready to do anything for me... for more real-life femdom and sissy adventures, come join me at http://****aliceinbondageland**** and http://****aliceinsissyland****  Femdom Footjob Rubber Bondage Full Movie Latex Sissy Maid Fetish
    53 minutes    		  Femdom Footjob Rubber Bondage Full Movie Latex Sissy Maid Fetish - Latex bondage footjob full movie aliceinbondageland today is all about winning my footjob bet! another mistress claimed that footjobs were a myth and were not actually possible in real life. Today we prove her wrong, with the help of one of my good friends from niteflirt. to make sure we get the firework cumshot that I am looking for, I keep him locked in chastity for weeks, getting more and more horny. Now he is ready to explode all over my feet, even if it means having to lick up the results! Mmmmm cum-sumption! i dress him in a full rubber sissy maid uniform with latex seamed stockings, high heels, crotchless panties and gloves. We take turns polishing each other sensuously to tighten his chastity belt. Then, I lock him up with huge metal handcuffs, he is helpless before my feet!
     Stinky Panties Pt 1 Panty Drawer Punishment Sissy Femdom
    4 minutes    		  Stinky Panties Pt 1 Panty Drawer Punishment Sissy Femdom - Panty drawer punishment pt 1 stinky panties punishment i know my boyfriend has been secretly wearing my clothing while I am out of the house, the furtive glances and tell-tale stretching of my favorite panties hinted at his naughty behavior... But until now I was missing the proof. i bought a gadget on the internet that would set off a silent alarm when my panty drawer was opened. i told my slave that I was going to a tea party, but instead secretly waited downstairs. I knew my slut would give in to dark, secret desire, it was only a matter of time. He simply can not resist the siren call of my panty drawer... watch me spring this trap and catch my sissy boyfriend rifling through my panty drawer! How should I punish this transgression? Definetely stinky panties? this is the culmination of your biggest fantasy... And your worst nightmare, to be caught red handed??? check out more videos and genderplay at http://****aliceinbondageland**** and http://****aliceinsissyland****  Sissys First Rubber Dress Public Shopping Femdom Mistress
    4 minutes    		  Sissys First Rubber Dress Public Shopping Femdom Mistress - Domcon thelatexstore bobbies first rubber dress aliceinbondageland bobbie felt left out as we all got ready for the annual latex social, so it was time for my sweet crossdressing slave to have a latex dress of her own. The latex store helps us pick out a fabulous dress for her in a complimentary color that matches me without copying or clashing and we get all dressed up. Mistress jaguar from mexico city is there to meet us at the latex social and bobbie can’t stop smiling now that she is in latex panties and a long sleeve dress. She seems particularly hypnotized by the way our breasts bounce in rubber. I think we have sparked a new lifelong fetish! join us at http://****aliceinbondageland**** for more movies putting fun back into femdom!
     Garters Fishnets Pt 1 Sissy Maid Punishment
    13 minutes    		  Garters Fishnets Pt 1 Sissy Maid Punishment - Crossdressing maid punishment - part 1 bondage and lingerie my straight male submissive claims to not enjoy crossdressing… but I enjoy seeing my men in panties! i ordered my slave to wear a sexy, shiny vinyl maid’s uniform for me and he disobeyed. Since he refused to wear a maid’s dress for me at the party, I am punishing my slave in a very special, very embarrassing way… by dressing him in women’s clothes for the first time, on camera. before, all I wanted was for him to wear a dress. Now, i’m not going to be satisfied with something that simple. I chain him to the ceiling for the works! Full enforced feminization!!! panties, petticoats, high heel fetish boots, fishnet stockings, garters and more! we raided an entire studio worth of frilly costuming to create this seductive cloud of lace, panties and petticoats. You will also get to enjoy my latex alice in wonderland costume as I surround and overwhelm this submissive with more femininity then he has ever seen. i enjoy his distress and confusion as he starts to get hard, against his will, while I dress him up in sexy white fishnets. The garter belt frames his ass so nicely that I can’t resist an old fashioned hairbrush spanking while I style his slutty red wig. for more of my bondage adventures, visit http://****aliceinbondageland**** for weekly video updates, stories, photos and the chronicles of my kinky life!  Rubber Sissy Maid Uniform Part 1 Femdom Mistress Dressup Latex
    14 minutes    		  Rubber Sissy Maid Uniform Part 1 Femdom Mistress Dressup Latex - Latex bondage footjob part 1 rubber sissy maid uniform aliceinbondageland the more I play with this slave's nipples, the more his cock bulges against the chastity cage. The customized bright pink lock matches my special key and proves he has kept his chastity intact without release for a very long time. we are in for a day of fun! We have been friends for a while, so I know all of his bondage and fetish "buttons." panties first! That is my favorite rule when it comes to crossdressing and they are even more fun when they are made out of rubber! next we outfit him in the sexy sissy maid uniform, complete with apron, latex seamed stockings, opera gloves and sexy high heeled shoes!
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    Welcome To The Alice In SissyLand Studio on Kinky Clips
    I’m a real life dominant woman with a real life fetish for feminization. I have dated many women, but my first boyfriend revealed to me that he secretly liked to dress up like a girl. I was thrilled! Since those highschool days, I have been falling deeper and deeper down the kinky rabbit hole. Welcome to my website devoted to one of my very favorite fetishes - gender play, crossdressing, transvestites and trannies! Cheerfully, - Alice .AliceInBondageLand.com .AliceInSissyLand.com

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